Stereoselective Synthesis of Alcohols, XXXVIII Stereoselective Total Synthesis of the Denticulatins

Marc W. Andersen, Bernhard Hildebrandt, Georg Dahmann, Reinhard W. Hoffmann

Chemische Berichte · 1991 · 46 citations · 24 references

Concepts

Abstract

Abstract The total synthesis of the denticulatins 1 is described. Key feature is the efficient generation of the C‐1‐to‐C‐9 building block 37 by three consecutive stereoselective carbon ‐ carbon bond‐forming steps using chiral allylboronates. The C‐10‐to‐C‐17 building block was obtained by kinetic Sharpless resolution of an allylic alcohol followed by an Ireland‐Claisen rearrangement.

References

24